Journal of Physical Chemistry p. 4720 - 4724 (1983)
Update date:2022-08-16
Topics:
Naugler, David G.
Cushley Robert J.
The anhydropolyhydric alcohols 1,4-anhydroerythritol and 1,4- anhydrothreitol were synthesized from the corresponding tetratols via acid-catalyzed dehydration, under vacuum, using H+ ion exchange resin.Comparison of temperature-dependent 13C NMR chemical shifts i aqueous and nonaqueous solvents demonstrated a significant molecular association interaction between 1,4-anhydroerythritol and water.The chemical shifts of C(1) and C(2) of 1,4-anhydrothreitol and C(1) of 1,4-anhydroerythritol showed a linear increase with temperature but C(2) of 1,4-anhydroerythritol showed a decrease between ca. 0 and ca. 55 deg C followed by an increase from ca. 55 to ca. 100 deg C.A multiligand complex was shown between 1,4-anhydroerythritol, water, and ammonium ion.The stoichiometry of the interaction between 1,4-anhydroerythritol, water, and aqueous ammonium ion was determined by nonlinear regression analysis applied to data obtained from 13C NMR chemical shifts through variation of temperature, solvent activity, aH2O(c,T), and solute activity, aNH4Cl(c,T).A general model was constructed for the dependence of the 13C NMR chemical shifts upon temperature and the activities of the two ligand species.
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